Water → 3,4-dihydro-2H-thieno[3,2-b]indole

HRID 23409

반응식

HRID 23409 반응식
[C:1]1([NH:7]N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:9]1[CH2:13][CH2:12][C:11](=O)[CH2:10]1.O>C(O)(=O)C>[S:9]1[C:10]2[C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=3[NH:7][C:11]=2[CH2:12][CH2:13]1

참가 물질

5

반응물 3

HCID 962WaterHCID 7516PhenylhydrazineHCID 61252Dihydro-3(2H)-thiophenone

생성물 1

HCID 225741003,4-dihydro-2H-thieno[3,2-b]indole수율 48.4%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
80 °C

실험 절차

To a solution of phenylhydrazine (5.0 g, 46 mmole) in acetic acid (50 ml) was added dihydro-thiophen-3-one (4.72 g, 46 mmole) at room temperature. Following an exothermic reaction, the temperature was maintained at 80° C. for 2 h. The reaction mixture was poured into water (300 ml) and the precipitate was filtered. Purification on a short column of aluminum oxide (activity II, 6% water) using t-butylmethylether as the eluting solvent gave pure 3,4-dihydro-2H-thieno[3,2-b]indole as a yellow solid (3.9 g, 48% yield), m.p. 152-155° C. (lit. m.p. 153° C., WO01/12603) Step 2

후처리

  1. customan exothermic reaction
  2. filtrationthe precipitate was filtered
  3. customPurification on a short column of aluminum oxide (activity II, 6% water)

출처 및 근거

ORD 기록
ord-b57c3233657843b996544f76991d9455
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852726B2

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